House Sitting in Bradley Estates, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
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Marina M.
2.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Dingo and FuzzBob agree that Marina is the most excellent caregiver! They received the best loving care while we were away for the holidays. She had no issues… (more)

from
$65
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Couldn’t ask for a better sitter. She takes care of our dogs with all the care and love youd hope for . You can just tell the dogs are happy when we get back ho… (more)

from
$60
per night
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Chloe V.
4.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is great, she communicates well and provides great updates. We felt comfortable with her in our home and taking care of our high energy doggie. (more)

from
$44
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique went above and beyond while caring for Scally. It was not as easy because of some major hiccups, but Dominique was absolutely willing to do whatever n… (more)

from
$37
per night
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6.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
per night
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7.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our puppy Randall was in such good hands for the weekend that Yisel cared for him. Not only did she help us so very last minute, but I got great updates and pho… (more)

from
$45
per night
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8.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa is always very caring and attentive to our 14 year old little maltese. She comes to our home to watch our little fur baby. I highly recommend her. (more)

from
$45
per night
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9.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina is the best. All went well and Xena got lots of pets. Will definitely hire Karina again. (more)

from
$32
per night
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10.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was fantastic with our two dogs. She provided daily updates with pictures and left my house cleaner than when we left! She had great communication throu… (more)

from
$50
per night
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11.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaclyn did a fantastic job watching our fur babies while we were out of town. She sent pictures and updates, which we really appreciated! She was so nice and al… (more)

from
$40
per night
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12.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi helped care for our family dogs and cats growing up together. She is caring, kind and patient and I would trust her to take care of my pets in a second. … (more)

from
$35
per night
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13.
Love working with all dogs/catsMenomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

I recommend Keeley 110%! She is my first choice when I need care for my dog. Her background with her own pets and working with dogs at the doggy day care make… (more)

from
$50
per night
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14.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica's love for animals knows no bounds! She is a kind, big-hearted, animal lover... and not just cats and dogs. I can attest to her grounded demeanor (J… (more)

from
$40
per night
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15.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$75
per night
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16.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$95
per night
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17.
Reliable and genuine dog lover!Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Grace is a kind and gentle person who loves dogs and children. She is smart, responsible and very reliable. One can count on her to complete tasks efficiently. … (more)

from
$35
per night
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18.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon is amazing! My three kiddos loved her and they were so well taken care of. Sharon stayed with them in my home and she left my home sparkly clean :) (more)

from
$40
per night
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19.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from
$25
per night
20.
Your pets are my first priorityHampton Heights, Milwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

I would and will use Aundre as a dog sitter again. He is good with my dog and understands her personality and her needs - food and cuddles mostly. He is very re… (more)

from
$31
per night

When it comes to house sitting, dog owners in Bradley Estates, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Bradley Estates may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Bradley Estates house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Bradley Estates, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Bradley Estates house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Bradley Estates, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: